| 2. Round | 18/08/2023 | Helmond Sport | - | FC Den Bosch | 1:0 | ||||
| 5. Round | 09/09/2023 | SC Cambuur | - | FC Den Bosch | 3:1 | ||||
| 9. Round | 06/10/2023 | FC Den Bosch | - | FC Eindhoven | 0:1 | ||||
| 10. Round | 15/10/2023 | Willem II | - | FC Den Bosch | 3:1 | ||||
| 15. Round | 17/11/2023 | FC Den Bosch | - | Telstar | 1:4 | ||||
| 18. Round | 11/12/2023 | AZ Alkmaar (J) | - | FC Den Bosch | 0:0 | ||||
| 20. Round | 22/12/2023 | FC Den Bosch | - | SC Cambuur | 3:1 | ||||
| 21. Round | 15/01/2024 | Jong PSV | - | FC Den Bosch | 2:2 | ||||
| 22. Round | 19/01/2024 | FC Den Bosch | - | Roda JC Kerkrade | 0:0 | ||||
| 23. Round | 26/01/2024 | Telstar | - | FC Den Bosch | 0:0 | ||||
| 24. Round | 02/02/2024 | FC Den Bosch | - | Helmond Sport | 0:0 |  |
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| 25. Round | 11/02/2024 | ADO Den Haag | - | FC Den Bosch | 3:0 | ||||
| 26. Round | 16/02/2024 | FC Den Bosch | - | AZ Alkmaar (J) | 0:0 | |
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| 27. Round | 23/02/2024 | De Graafschap | - | FC Den Bosch | 2:0 | ||||
| 29. Round | 08/03/2024 | TOP Oss | - | FC Den Bosch | 1:2 | ||||
| 31. Round | 23/03/2024 | MVV | - | FC Den Bosch | 1:0 |
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